3-Bromopentane → HCID 117988358、化合物

HRID 2205977ノート

反応式

HRID 2205977 の反応式
[Br:1][C:2]1[C:6]2[C:7](=[O:11])[NH:8][CH:9]=[CH:10][C:5]=2[NH:4][CH:3]=1.[H-].[Na+].Br[CH:15]([CH2:18][CH3:19])[CH2:16][CH3:17]>CN(C=O)C>[Br:1][C:2]1[C:6]2[C:7](=[O:11])[NH:8][CH:9]=[CH:10][C:5]=2[N:4]([CH:15]([CH2:18][CH3:19])[CH2:16][CH3:17])[CH:3]=1

参加物

5

反応物 3

HCID 157383-BromopentaneHCID 24758Sodium hydrideHCID 534125573-Bromo-1H-pyrrolo[3,2-c]pyridin-4-ol

生成物 1

HCID 117988358HCID 117988358、化合物収率 6.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-bromo-1,5-dihydro-4H-pyrrolo[3,2-c]pyridin-4-one (1.00 g) in DMF (30 mL) was added sodium hydride (60% dispersion in mineral oil, 0.207 g), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture was added 3-bromopentane (0.851 g), and the mixture was stirred overnight at room temperature. The reaction mixture was extracted with water and ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate to ethyl acetate) to give the title compound (90.5 mg).

後処理

  1. stirringthe mixture was stirred overnight at room temperature
  2. extractionThe reaction mixture was extracted with water and ethyl acetate
  3. washthe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate to ethyl acetate)

出典と根拠

ORDレコード
ord-27c98267deb94207b4f73622c2797453
出典データセット
uspto-grants-2016_06
特許番号
US09371320B2

反応ノート

読み込み中…